Bed and Breakfast in Winter Park, FL

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Winter Park, FL bed and breakfast
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16 Bed and Breakfasts in Winter Park, FL

Best Winter Park, FL bed and breakfasts with breakfast included

Comfortable 2-bedroom Place Full Kitchen - Winter Park, FL
9.7 179 reviews
Winter Park, FL
28/06 – 18/07
SG$144/nighttotal: SG$2880 (20 )

Comfortable 2-bedroom Place Full Kitchen

1 1
B&B , Fairview Shores
This Fairview Shores duplex, Unit B, enjoys a central location, approximately 19 kilometres from downtown Orlando and 48 kilometres from Walt Disney World.
The two-bedroom property sleeps five, features a fully equipped kitchen with fridge, freezer and microwave, air conditioning, a garden, parking, and benefits from a private entrance.

Best Winter Park, FL bed and breakfasts with a garden

The Tiny Cottage In The Springs - Winter Park, FL
9.8 26 reviews
Winter Park, FL
28/07 – 01/08
SG$899/nighttotal: SG$3596 (4 )

The Tiny Cottage In The Springs

1 2
B&B , Altamonte Springs
This charming bed and breakfast is situated just under 3 kilometres from Altamonte Mall and a little over 3 kilometres from Cranes Roost Park, offering easy access to shopping, dining, and outdoor recreation. It has received excellent user ratings, making it a popular choice for travellers.
The inn features a garden, lobby fireplace, and charcoal grills for outdoor relaxation and socialising. Guests can also enjoy free self-parking, a front-desk safe, and change of towels upon request.
Entire Suite - 17 Min From Airport - Winter Park, FL
9.6 136 reviews
Winter Park, FL
28/06 – 18/07
SG$80/nighttotal: SG$1600 (20 )

Entire Suite - 17 Min From Airport

1 1
B&B , Azalea Park
This charming bed and breakfast is conveniently located in Azalea Park, just a short drive from major Orlando attractions like Universal Studios (35km), Disney World (43km), SeaWorld (27km), and the University of Central Florida (24km). The peaceful residential neighbourhood provides a quiet escape from the bustling tourist areas. The B&B has consistently received excellent ratings for its cleanliness, location, and overall guest experience.
The private suite features a semi-kitchen, perfect for preparing light meals, and is equipped with essential amenities like shampoo, towels, an iron, and silverware. Guests can enjoy a dedicated parking space and a relaxing garden.
Cozy Suite In Orlando - 17 Min From Airport - Winter Park, FL
9.7 96 reviews
Winter Park, FL
28/06 – 18/07
SG$81/nighttotal: SG$1620 (20 )

Cozy Suite In Orlando - 17 Min From Airport

1 1
B&B , Azalea Park
This Azalea Park guest suite enjoys a central Orlando location, offering easy access to Universal Studios, Disney World, SeaWorld, and the University of Central Florida, all within a 24-43 kilometre radius.
The self-contained apartment features a semi-kitchen, one bedroom, one bathroom, sleeps two guests, and includes private parking, fast Wi-Fi, and essential amenities such as shampoo, towels, and coffee-making facilities.
College Park-orlando 5star Villa Oasis - Home Away From Home - Quiet Neighborhood-private Botanical Courtyard - Mins From Eola,dt, Winter Park - Free Parking & Ev Plug In - Winter Park, FL
9.9 46 reviews
Winter Park, FL
28/07 – 01/08
SG$216/nighttotal: SG$864 (4 )

College Park-orlando 5star Villa Oasis - Home Away From Home - Quiet Neighborhood-private Botanical Courtyard - Mins From Eola,dt, Winter Park - Free Parking & Ev Plug In

1 2
B&B , Orlando
The College Park-Orlando 5Star Guesthouse with Private Patio and Grill is located in the College Park district of Orlando, just 5km from Church Street Station and 6km from Amway Center, offering a peaceful retreat in a vibrant area. It has received excellent ratings for location, cleanliness, and overall experience.
The guesthouse features a single bedroom and bathroom, spanning 61 square metres and comfortably accommodating two guests. It offers a range of amenities, including a private patio with a grill, free bikes for exploring the neighbourhood, and a shared terrace with a barbecue.

Frequently asked questions about bed and breakfast in Winter Park, FL

  • What are the must-see sights for first-time visitors on a day trip to Winter Park, FL?

    For a day trip, you've got to see the charming Park Avenue district with its shops and restaurants, and the scenic Rollins College campus. And don't miss the beautiful Winter Park Scenic Boat Tour on the chain of lakes, it's a real highlight.
  • What are the best bed and breakfasts in Winter Park, FL?

    Among the B&Bs in Winter Park, FL, The Oasis W/pool Access En-suite #1, Sun Room and Downtown Orlando Tranquility Suite are the most popular ones.

  • In which districts of Winter Park, FL should you consider booking a bed and breakfast?

    The Park Avenue district is a popular choice for bed and breakfasts, as it's close to the action. You can also find some lovely options in the more residential areas like Hannibal Square, where it's a bit quieter.
  • What are the best bed and breakfasts with a pool in Winter Park, FL?

  • What is the typical weather in Winter Park, FL, and how does it affect outdoor plans?

    Winter Park has a subtropical climate, so it's warm and humid most of the year. Summers are hot and rainy, while winters are mild and sunny. You can usually enjoy outdoor activities year-round, but be prepared for some humidity in the summer.
  • What are the best bed and breakfasts with a jacuzzi in Winter Park, FL?

  • What dining options are recommended for solo travelers staying at bed and breakfasts in Winter Park, FL?

    The Park Avenue district has lots of great restaurants for solo travellers, like The Wine Room or Luma on Park. If you're looking for something more casual, there are plenty of cafes and bistros around too.
  • What are the best bed and breakfasts for families and kids in Winter Park, FL?

    The best B&Bs for families and kids in Winter Park, FL are Sun Room , Guesthouse W/private Indoor Pool and Private Guest Suite With Enclosed Porch.

  • What are the best cultural activities and events in and around Winter Park, FL?

    Winter Park is known for its arts scene, with the Charles Hosmer Morse Museum of American Art and the Albin Polasek Museum & Sculpture Gardens being popular choices. The Winter Park Sidewalk Art Festival is a must-see event in the spring.
  • What are the best pet friendly bed and breakfasts in Winter Park, FL?

    The best pet friendly B&Bs in Winter Park, FL are Sun Room , Guesthouse W/private Indoor Pool and Private Guest Suite With Enclosed Porch.

  • Which hiking trails are recommended for exploring in and around Winter Park, FL?

    There aren't many hiking trails in Winter Park itself, but you can find some good ones in nearby Wekiwa Springs State Park. The scenic Wekiwa Springs Trail is a great option for a leisurely walk.
  • What are the best bed and breakfasts with parking in Winter Park, FL?

    The Oasis W/pool Access En-suite #1, Sun Room and Downtown Orlando Tranquility Suite are the best B&Bs with parking in Winter Park, FL.

  • What amenities are commonly offered in bed and breakfasts in Winter Park, FL?

    Most bed and breakfasts in Winter Park offer a continental breakfast, free Wi-Fi, and private bathrooms. Some also have swimming pools, gardens, and even bike rentals.

Destinations nearby

Best Winter Park, FL bed and breakfasts with parking

Tiny Home Barn Style In Backyard With Animals - Winter Park, FL
9.7 30 reviews
Winter Park, FL
23/06 – 28/06
SG$153/nighttotal: SG$765 (5 )

Tiny Home Barn Style In Backyard With Animals

1 2
B&B , Orlando
This unique barn-style guesthouse is located in Orlando, Florida, a short walk (1.3km) from Camping World Stadium and 3.2km from the Kia Forum, with Orlando International Airport 16km away.
This 188 square metre property offers one bedroom, one bathroom, sleeps five guests, and includes a private terrace, free parking, packed lunches for day trips, and on-site staff to arrange airport shuttles.
Pily's Vintage Stay Room Full Bed - Winter Park, FL
8.6 7 reviews
Winter Park, FL
28/07 – 01/08
SG$99/nighttotal: SG$396 (4 )

Pily's Vintage Stay Room Full Bed

1 2
B&B , Orlando
Pily's Vintage Stay Room Full Bed is located in Orlando, approximately 13 kilometres from downtown attractions including Church Street Station and the Amway Center.
This Orlando guesthouse offers a 16-square-metre room with a full bed, sleeping up to three guests, and features a shared kitchen, free Wi-Fi, on-site parking, a swimming pool, and a tennis court.
Peace In Mind Private Room - Winter Park, FL
Winter Park, FL
28/06 – 18/07
SG$105/nighttotal: SG$2100 (20 )

Peace In Mind Private Room

1 1
B&B , Rio Pinar
This B&B in Orlando's Rio Pinar district is situated 9 kilometres from the Kia Centre and 10 kilometres from Camping World Stadium, with Orlando International Airport located 9 kilometres away.
This accommodation offers one bedroom and one bathroom for two guests, with free Wi-Fi, air conditioning, and on-site parking provided.
Centrally Located Guest Suite Retreat - Winter Park, FL
Winter Park, FL
23/06 – 28/06
SG$144/nighttotal: SG$720 (5 )

Centrally Located Guest Suite Retreat

1 2
B&B , Orlando
This Orlando guest suite, situated 2.3 kilometres from downtown, offers convenient access to attractions including Camping World Stadium (8.3 km), Holy Land Experience (9.7 km), and Church Street Station (5 km).
The 15-square-metre self-catering unit features one bedroom, one bathroom, sleeps two guests, and includes free Wi-Fi, private parking, and air conditioning.

Best Winter Park, FL bed and breakfasts with air conditioning

Balfour Palms - Winter Park, FL
9.6 185 reviews
Winter Park, FL
28/07 – 01/08
SG$147/nighttotal: SG$588 (4 )

Balfour Palms

1 2
B&B , Winter Park
This studio apartment is situated in Winter Park, a short distance from Park Avenue and within easy reach of the University of Central Florida, Rollins College, and downtown Orlando. It has received excellent ratings for cleanliness, location, and user experience.
The self-catering apartment sleeps two guests and features a kitchenette with modern appliances, a laundry room, and a walk-in shower. Amenities include a king-size bed, FireStick capabilities, and on-site parking.
Spring Lake Getaway Suite (Detached Guest House) - Winter Park, FL
10 99 reviews
Winter Park, FL
28/06 – 18/07
SG$150/nighttotal: SG$3000 (20 )

Spring Lake Getaway Suite (Detached Guest House)

1 1
B&B , Altamonte Springs
This charming guesthouse is situated in a gated community on Spring Lake in Altamonte Springs, just 5km from the Altamonte Mall and a short drive to downtown Orlando (17km), Universal and Disney Parks (35km), and natural springs (30km). The property has consistently received excellent guest ratings, highlighting its comfortable and romantic atmosphere.
The guesthouse features a private entrance, two balconies, and a dedicated parking space, making it ideal for couples seeking a peaceful getaway. It boasts a king-sized bed, a private bathroom, and a kitchen equipped with a fridge and microwave, along with high-speed internet access. Guests can enjoy the natural beauty of Spring Lake and its recreational activities, or explore the nearby Rock Springs Run State Reserve.
Mills Cottage By The Little Lake - Winter Park, FL
9.9 252 reviews
Winter Park, FL
28/07 – 01/08
SG$380/nighttotal: SG$1520 (4 )

Mills Cottage By The Little Lake

2 2
B&B , Orlando
This family-friendly guesthouse is located in Orlando, close to Lake Eola and within a mile of Orlando Regional Medical Center, offering a peaceful lakeside setting near the city centre. The guesthouse has received excellent ratings for user experience, location, and cleanliness.
The guesthouse offers two bedrooms and one bathroom across 65 square metres, comfortably accommodating up to four guests. Guests can enjoy amenities such as a swimming pool, jacuzzi, sauna, fitness centre, and a garden, perfect for relaxing and unwinding after a day exploring Orlando.
Lovely Spacious Guesthouse In Mills 50 District - Winter Park, FL
8.9 25 reviews
Winter Park, FL
28/07 – 01/08
SG$117/nighttotal: SG$468 (4 )

Lovely Spacious Guesthouse In Mills 50 District

1 2
B&B , Orlando
This Orlando guesthouse is located in the Mills 50 District, 4.5km from Camping World Stadium and approximately 18km from Universal Studios Florida.
The 23-square-metre self-catering unit sleeps three, featuring a kitchenette, private bathroom, terrace, and garden with outdoor play equipment; free Wi-Fi is provided.
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